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CBSE - XII Science - Chemistry - Haloalkanes and Haloarenes

please explain  this why p-methoxybenzyl bromide reacts faster than p-nitrobenzyl bromide with ethanol to form ether?

Asked by vinodjoshi112233 29th September 2017, 7:29 AM
Answered by Expert

Answer:

Methoxy group is an electron releasing  group which stabilises the intermediate carbocation.
Nitro group is an electron withdrawing group which destabilises the intermediate carbocation.
Formation of carbocation is the rate determining step, more the stability of carbocation, faster is the reaction.
Hence, p-methoxybenzyl bromide reacts faster than p-nitrobenzyl bromide with ethanol to form ether.
Answered by Expert 1st October 2017, 1:11 PM

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